5,7,11,16,18,22-hexahydroxy-13,24-dimethyloctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,7,10,12,14(28),15(27),16,18,21,23-tridecaene-9,20-dione

Details

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Internal ID 921c9985-eb93-49cb-80b7-eb5fbd54ab4a
Taxonomy Benzenoids > Pyrenes > Benzopyrenes
IUPAC Name 5,7,11,16,18,22-hexahydroxy-13,24-dimethyloctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,7,10,12,14(28),15(27),16,18,21,23-tridecaene-9,20-dione
SMILES (Canonical) CC1=CC(=C2C3=C4C5=C(C(=CC(=C5C2=O)O)O)C6=C7C4=C8C(=C13)C(=CC(=C8C(=O)C7=C(C=C6C)O)O)O)O
SMILES (Isomeric) CC1=CC(=C2C3=C4C5=C(C(=CC(=C5C2=O)O)O)C6=C7C4=C8C(=C13)C(=CC(=C8C(=O)C7=C(C=C6C)O)O)O)O
InChI InChI=1S/C30H16O8/c1-7-3-9(31)19-23-15(7)17-11(33)5-13(35)21-25(17)28-24-16(8(2)4-10(32)20(24)30(21)38)18-12(34)6-14(36)22(29(19)37)26(18)27(23)28/h3-6,31-36H,1-2H3
InChI Key YWRCOVRJJXHFBO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H16O8
Molecular Weight 504.40 g/mol
Exact Mass 504.08451746 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 6.90
Atomic LogP (AlogP) 5.08
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7,11,16,18,22-hexahydroxy-13,24-dimethyloctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,7,10,12,14(28),15(27),16,18,21,23-tridecaene-9,20-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9808 98.08%
Caco-2 - 0.5379 53.79%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8031 80.31%
OATP2B1 inhibitior + 0.5836 58.36%
OATP1B1 inhibitior + 0.9578 95.78%
OATP1B3 inhibitior + 0.9358 93.58%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.5741 57.41%
P-glycoprotein inhibitior - 0.7741 77.41%
P-glycoprotein substrate - 0.9774 97.74%
CYP3A4 substrate - 0.6930 69.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8285 82.85%
CYP3A4 inhibition + 0.5153 51.53%
CYP2C9 inhibition + 0.8024 80.24%
CYP2C19 inhibition - 0.6248 62.48%
CYP2D6 inhibition - 0.5855 58.55%
CYP1A2 inhibition + 0.8896 88.96%
CYP2C8 inhibition - 0.9674 96.74%
CYP inhibitory promiscuity - 0.6006 60.06%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8020 80.20%
Carcinogenicity (trinary) Non-required 0.6808 68.08%
Eye corrosion - 0.9886 98.86%
Eye irritation + 0.8695 86.95%
Skin irritation - 0.5638 56.38%
Skin corrosion - 0.9259 92.59%
Ames mutagenesis - 0.8064 80.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4045 40.45%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.7552 75.52%
skin sensitisation - 0.8617 86.17%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity - 0.6556 65.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.5949 59.49%
Acute Oral Toxicity (c) III 0.7500 75.00%
Estrogen receptor binding + 0.8841 88.41%
Androgen receptor binding - 0.5178 51.78%
Thyroid receptor binding - 0.5306 53.06%
Glucocorticoid receptor binding + 0.7477 74.77%
Aromatase binding - 0.7380 73.80%
PPAR gamma + 0.7772 77.72%
Honey bee toxicity - 0.9674 96.74%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9716 97.16%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.66% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.72% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.38% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 86.13% 94.73%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.02% 93.99%
CHEMBL1951 P21397 Monoamine oxidase A 83.95% 91.49%
CHEMBL4208 P20618 Proteasome component C5 82.57% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.49% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.71% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.34% 94.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.17% 93.65%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.40% 93.40%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Hypericum perforatum

Cross-Links

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PubChem 15680808
NPASS NPC21584